Benzenepentadecanoic acid, 4-amino-b-methyl-, methyl ester

Base Information

• Chemical Name: Benzenepentadecanoic acid, 4-amino-b-methyl-, methyl ester
• CAS No.: 90046-95-0
• Molecular Formula: C23H39NO2
• Molecular Weight: 361.568
• Mol file: 90046-95-0.mol

Synonyms:

Chemical Property of Benzenepentadecanoic acid, 4-amino-b-methyl-, methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Benzenepentadecanoic acid, 4-amino-b-methyl-, methyl ester

There total 8 articles about Benzenepentadecanoic acid, 4-amino-b-methyl-, methyl ester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 90.0%

Methyl 15-(p-Nitrosophenyl)-3(R,S)-methylpentadecanoate (90046-94-9) → Methyl 15-(p-Aminophenyl)-3(R,S)-methyl-pentadecanoate (90046-95-0)

Guidance literature:

With sodium tetrahydroborate; palladium on activated charcoal; In methanol; for 0.5h; Ambient temperature;

DOI:10.1021/jo00187a005

Reference yield:

3-methylglutaric anhydride (4166-53-4) → Methyl 15-(p-Aminophenyl)-3(R,S)-methyl-pentadecanoate (90046-95-0)

Guidance literature:

Multi-step reaction with 8 steps

1: 90 h / 100 °C

2: SOCl₂ / 14 h / Ambient temperature

3: 83 percent / SnCl₄ / CH₂Cl₂ / 1.)0 deg C, 2.)R_.T_., 16 h

4: 90 percent / 85percent hydrazine hydrate, KOH / bis-(2-hydroxy-ethyl) ether / Heating

5: 67 percent / Raney nickel, 10percent Na₂CO₃ / ethanol / 16 h / Heating

6: 96 percent / diethyl ether / 12 h / 0 °C

7: 1.)thallium(III) trifluoroacetate, trifluoracetic acid, 2.)isomayl nitrite, 12N HCl, AcOH / 1.)r.t., 48 h, 2.)CH₂Cl₂, red lights, 10 min.

8: 90 percent / NaBH₄ / Palladium on charcoal / methanol / 0.5 h / Ambient temperature

With hydrogenchloride; potassium hydroxide; sodium tetrahydroborate; thionyl chloride; tin(IV) chloride; nickel; sodium carbonate; hydrazine hydrate; acetic acid; trifluoroacetic acid; isopentyl nitrite; thallium(III) trifluoroacetate; palladium on activated charcoal; In methanol; diethyl ether; ethanol; dichloromethane; diethylene glycol;

DOI:10.1021/jo00187a005

Reference yield:

3-methylglutaric acid monochloride monomethyl ester (56889-46-4) → Methyl 15-(p-Aminophenyl)-3(R,S)-methyl-pentadecanoate (90046-95-0)

Guidance literature:

Multi-step reaction with 6 steps

1: 83 percent / SnCl₄ / CH₂Cl₂ / 1.)0 deg C, 2.)R_.T_., 16 h

2: 90 percent / 85percent hydrazine hydrate, KOH / bis-(2-hydroxy-ethyl) ether / Heating

3: 67 percent / Raney nickel, 10percent Na₂CO₃ / ethanol / 16 h / Heating

4: 96 percent / diethyl ether / 12 h / 0 °C

5: 1.)thallium(III) trifluoroacetate, trifluoracetic acid, 2.)isomayl nitrite, 12N HCl, AcOH / 1.)r.t., 48 h, 2.)CH₂Cl₂, red lights, 10 min.

6: 90 percent / NaBH₄ / Palladium on charcoal / methanol / 0.5 h / Ambient temperature

With hydrogenchloride; potassium hydroxide; sodium tetrahydroborate; tin(IV) chloride; nickel; sodium carbonate; hydrazine hydrate; acetic acid; trifluoroacetic acid; isopentyl nitrite; thallium(III) trifluoroacetate; palladium on activated charcoal; In methanol; diethyl ether; ethanol; dichloromethane; diethylene glycol;

DOI:10.1021/jo00187a005

upstream raw materials:

Methyl 15-(p-Nitrosophenyl)-3(R,S)-methylpentadecanoate

3-methylglutaric anhydride

3-methyl-1,5-pentanedioic acid monomethyl ester

3-methylglutaric acid monochloride monomethyl ester

Downstream raw materials:

15‐(4‐iodophenyl)‐3‐methylpentadecanoic acid

1-<4-(13(R,S)-Methyl-14-carboxytetradecyl)-phenyl>-3,3-(1,5-pentanediyl)triazene

Refernces